

Affiliate Marketing & Side Hustles on the Doug.Show
Doug Cunnington, PMP
The Doug Show is where I’ll talk to other marketers, side hustlers, & experts, share success stories, talk about making the leap from corporate worker bee to entrepreneur. We'll go deep on affiliate marketing, side hustles, SEO, entrepreneurship, management, and working online.
Episodes
Mentioned books

Dec 29, 2025 • 60min
Etsy Giftable Print on Demand - DS597 [rebroadcast]
I give a short update on upcoming episodes. Then, I talk to Emily Odio-Sutton to discuss running a successful print on demand business on Etsy. Emily shares her journey of transitioning to full-time self-employment and the adjustments she made to manage her time effectively.
$500K in 2 Years Esty Print on Demand DS550
Giftlab
I’m an affiliate for all of the above, so if you buy something, I may get a commission. Thanks!
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Introduction
12:48 Adjusting to Full-Time Self-Employment
17:32 Business Performance and Strategies
19:29 The Giftable Concept on Etsy
35:23 Balancing Variety and Cohesion in Your Etsy Shop
39:54 Focusing on Niche Markets and Product Expertise
42:53 Exploring New Products and Creative Opportunities
53:18 Adapting to Market Changes and Future Plans

Dec 22, 2025 • 23min
Calculate Your Net Worth - DS596
I tell you how to calculate your Net Worth, and why tracking this one number is a great idea.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Introduction
00:29 The Importance of Calculating Net Worth
05:04 Steps to Calculate Your Net Worth
09:19 Tracking Your Financial Progress
11:19 Working with a Financial Advisor
15:21 Guitar Talk: 1933 Kalamazoo KG 11

Dec 15, 2025 • 33min
I Failed To Reach My Goals - DS595
I failed, but was I really trying? Here’s what to do instead…
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Intro
02:16 Reflecting on 2025 Goals
03:45 Apple Watch Story and Fitness Insights
06:23 Reading and Journaling Habits
16:50 Guitar Adventures and Musical Growth
23:39 Thoughts on AI and Conclusion

Dec 8, 2025 • 47min
Balancing SEO, KDP Books, & AI Tools | Shawna Newman | DS594
I catch up with Shawna Newman to discuss her latest adventures including agency work, YouTube growth, and KDP books for Q4, AI in SEO, the complexities of Reddit marketing, vibe coding and building her own tools.
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Check out my podcasting and youtube gear
*I’m an affiliate so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613
00:00 Intro
00:53 Shauna’s Busy Schedule and Agency Work
02:21 Pivoting to Active Selling
04:08 Challenges and Learning in SEO
06:33 AI SEO: The New Frontier
09:26 The Downsides of AI Overviews
20:16 Reddit Marketing Strategies
24:08 Managing Multiple Reddit Accounts
25:17 Reputation Management on Reddit
25:46 Effective Reddit Marketing Strategies
27:42 Challenges and Maintenance of Reddit Accounts
29:45 Introduction to Vibe Coding
30:08 Developing Custom Tools with AI
33:19 Challenges in AI Tool Development
34:25 Issues with Lifetime Deals and SaaS Products
41:07 KDP Book Strategies for Q4
45:17 Upcoming YouTube Content and Conclusion

Dec 1, 2025 • 23min
Goal: Publish 100 Videos | Jesse Lakes | DS593
I chat with Jesse Lakes about his deep dive into video content creation. We discuss his 100 video challenge inspired by his new book, the importance of process and feedback loops, and the unique characteristics of different social media platforms.
00:00 Introduction and Welcome
00:20 Discussing Jesse’s New Book
00:30 Diving into Video Production
02:06 Jesse’s Background in Media Arts
05:45 Challenges and Learnings in Video Creation
09:57 Platform-Specific Insights
18:57 Future Plans and Final Thoughts

Nov 24, 2025 • 31min
Don't Use AI Too Much - DS592
I talk about why I’m using AI less. Ma
Get the FREE eBook here *Use Code DOUG
E-Printables Course*
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
*I’m an affiliate so I get a commission if you buy something.
Check out my podcasting and youtube gear
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613

Nov 17, 2025 • 52min
Evolution of WordPress, AI Trends, YouTube | Alex Cooper-WPEagle - DS591
We discuss Alex’s recent projects, including his YouTube channel’s direction, his new local project in Spain, how he integrates AI tools into his work, the impacts of AI in various fields, the current state of affiliate marketing, and the benefits and challenges of creating both short and long-form content.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
Contact me. Ask Questions!
Send me an email here: feedback@doug.show
Leave a voicemail: (406) 813-0613

Nov 10, 2025 • 56min
Make $1000/month ASAP | DS590
Cody tells me how he earned $1000 per month in about 115 days in 2024. This business model still works today!
Get the FREE eBook here *Use Code DOUG
E-Printables Course*
*I’m an affiliate for Cody’s so I get a commission if you buy something.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
00:00 Intro
01:20 Travel Adventures and Digital Product Success
02:39 The Shift from Amazon Affiliates to Digital Products
03:43 Fitness and Travel Routine
05:33 Starting the $1,000 Per Month Challenge
05:51 Understanding Digital Products on Etsy
07:16 Creating and Listing Digital Products
09:10 The Journey to $1,000 Per Month
11:46 Scaling Up and Student Success Stories
14:46 Niche and Keyword Research Strategies
18:40 Product Variations and Seasonal Trends
27:13 Challenges and Mistakes
27:53 Sticking to What Works
28:42 Finding the Right Competition
31:36 Niche Down for Success
35:26 Time Investment and Effort
36:46 Tools and Resources
40:52 Realistic Expectations
48:07 Who Should Avoid This Side Hustle
50:33 Wrapping Up and Final Thoughts

Nov 3, 2025 • 39min
Mastering Amazon Associates in 2025-26 DS589
I’ve been talking poorly of the Amazon Affiliate model lately. But I haven’t been looking for stories in this area. So, I invited my friend, Jesse Lakes, to talk about it and provide some perspective.
Find Jesse:
GeniusLink
LinkedIn
X
Email
*I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!!
MDD Hosting – smaller company
Cloudways Hosting – bigger company
Eprintables with Cody Berman
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
00:00 Introduction and Welcome
00:07 Catching Up with Jesse Lakes
00:30 Mastering Amazon Associates
01:42 Genius Link Overview
06:29 Success Stories and Platforms
14:05 Challenges with AI and Content
19:53 Navigating Trust in Online Information
20:34 Amazon’s Major Updates: Email Affiliate Links and Seller Networks
22:27 Understanding Amazon’s Attribution API
23:24 The Rise of Seller Networks and Higher Commissions
28:14 Deep Linking and Conversion Optimization
32:46 Getting Started with Amazon Associates
36:08 Common Mistakes and Final Tips

Oct 27, 2025 • 38min
AI thinks Niche Sites are VIABLE in 2025?? DS588
AI is bananas. In accurate. It’s shitty. It thinks niche sites can work in 2025.
Alex Cooper’s Video (I Thought I Cracked Instagram Reels… Until This )
Mastering Amazon Associates: A Creators Guide To The Amazon Affiliate Program * By Jesse Lakes
*I’m an affiliate for the links below, so I get a commission if you sign up! Thank you!!
MDD Hosting – smaller company
Cloudways Hosting – bigger company
Eprintables with Cody Berman
Giftlab (by Emily Odio-Sutton) The Print-On-Demand Etsy Course.
Also, check out:
MileHighFi Etsy
Join My Email list
More with Doug:
Mile High Fi
00:00 Intro
00:13 Exploring Niche Sites and Amazon Affiliate Marketing
01:46 Challenges with Social Media Traffic
03:17 Insights from Jesse at Genius Link
04:52 AI’s Role in Affiliate Marketing
06:17 Personal Experiences with AI Inaccuracies
19:51 Community Feedback and Responses
33:31 Concluding Thoughts and Future Directions


